Cerium(IV)-promoted ethylation of Schiff bases by triethylaluminum

Dmitry Tsvelikhovsky, Herbert Schumann, Jochanan Blum*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

5 Scopus citations


Schiff bases Ar1CH=NAr2 that are refractory towards Et3Al are activated at room temperature by cerium(IV) compounds. The ethylation takes place selectively at the methine moiety of the imine. The process is strongly influenced by steric hindrance and depends on the electronic nature of the substrate: electron-donating substituents promote the reaction while electron-withdrawing groups cause it to slow down. Application of cerium(IV) ammonium nitrate as promoter gives the best results. In the absence of excess Et3Al it causes, however, transformation of the Schiff base to the corresponding aldehydes and amines.

Original languageAmerican English
Pages (from-to)1819-1822
Number of pages4
Issue number11
StatePublished - 1 Jun 2006


  • C-ethylation
  • Cerium(IV) compounds
  • Lanthanides
  • Schiff bases
  • Triethylaluminum


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